Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Beautifully remodeled! Partial Ocean Views! Top Floor! Palms at Wailea 1704
You're sure to have a fabulous stay! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.This 2 bedroom 2 bath unit is immaculate and beautiful and comes equipped with all the amenities so...
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
“Ka’uiki” – Unit 101 – is a one bedroom, one-bath unit. Located in Hana Kai’s upper (Mauka) building, this vacation rental is a corner, ground floor unit with easy access. There is a king-size bed in the bedroom and twin day beds in the living room. The...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
The Kumu House
Welcome to the Kumu House! Designed with rustic, island, surf vibes & located in a lush private lane of bungalows right off the famous Ali'i Dr. We are are a 5 minute walk from a lovely hidden beach and 10 minute drive to the town center.The Kumu House is a two story 3...
Lae Nani 422. Great View from this 2nd Floor Ocean Front Condo. The Main Bedroom Faces the Ocean!
Wake to the view of the ocean from your master bedroom! This beautiful condo has many extras not normally found in a beachfront condo. Koa wood floor and trim as well as bookcase and dresser in the bedroom add to the elegance of this great condo.Breakfast on your lanai...
Come see Kilauea at Volcano National Park and Mauna Loa! Two active volcanoes!
✿ The Bungalow is a great retreat and safe haven from the stress of every day life. It's a peaceful, tranquil, hidden sanctuary in a lush tropical rainforest, yet close to town and beaches!✿ We are a licensed vacation rental and charge/pay hotel accommodation tax...
Kona Plaza#212: Kona Hawaii Beach Vacation Rental: AC, Pool, Modern, WiFi!
Experience the best of Kailua-Kona from the comfort of Kona Plaza #212! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...
Ocean & Garden Views Await at Wailea Ekahi 34B: Spacious 1BR/2BA Ground Floor
Welcome to Wailea Ekahi 34B where lush tropical foliage surrounds you and views of the majestic Pacific await! This updated 1 bedroom / 2 bathroom unit is the perfect setting for your Maui vacation. This ground floor unit boasts incredible ocean and garden views! Enjoy...
**Newly Renovated** Ground Floor Condo In Paradise
This one bedroom unit is not only nicely decorated and remodeled, it is fully set up for your vacation and will have everything your heart desires. All new flooring, furniture, and kitchen is well stocked, linens and towels provided. New Queen bed in the private bedroom...
Oceanfront getaway with a furnished patio, views, pool, & high-speed WiFi
Mahina Surf 123Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Become part of Mahina Surf's 'Ohana' at this adorable, tropical-themed condo - the perfect spot to unwind in the warm...
🏖️AC | Easy Walk to Restaurants Shopping | Concierge Included | vrKCV
vrKCV - Kona Pacific C520, Professionally Managed by Kona Coast VacationsStep into this graciously appointed home and let the spirit of Aloha embrace you! Located adjacent to the Historic Kailua Village, this lovely one-bedroom, two-bath home offers a tranquil retreat...
Comfortable Condo on Turtle Bay Golf Course Sleeps 5 - Kuilima Estates West
Located on the North Shore of Oahu at Turtle Bay, our condo sits on the Championship Fazio Golf Course. There are multiple walking trails and paths that lead to quiet secluded beaches or world-famous beaches such as Sunset Beach, Waimea Bay, and Pipeline. A large pool...
Wailea Elua Village Fresh and Contemporary 2Bdr+2 Bath Oceanview Condominium
We're not America - we're Maui! Forget the politics and enjoy paradise!! New, New, New! New paint, carpet, appliances, furniture, TV's, linens, and more to come in 2025! Top Floor Elua Village vacation home with big ocean views from the lanai, living room, and bedrooms,...
Mana Kai Maui Resort oceanfront condo with fantastic view, private lanai & WiFi
Mana Kai Maui Resort 605aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Vista Waikoloa G203: Luxury Condo in Waikoloa Resort: AC, Elevators, Views!
Beautiful Offering at the high in demand, Vista at Waikoloa. Unit#G203 features mountain and golf views on a large wrap-around spacious lanai while enjoying the outdoor-indoor lifestyle. With large slider doors in the living room, the condo is filled with natural light,...
Waikiki Ocean, Lagoon & Marina Views! Short Walk to Beach, Restaurants & More
Ilikai Marina #1480 – 1765 Ala Moana Blvd.Incredible sweeping panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; plus beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed...
Oceanfront, Ocean-View, Steps to Beach, Kaha Lani Resort #221, Wailua Golf
Kaha Lani #221, Oceanfront Unit, Beachfront Resort, Kauai Vacation Rental in Wailua, Kauai. Accommodates up to 2 guests, including children and infants. As close to the beach as it gets! Paradise Awaits at Oceanfront Condo on Kauai's Royal Coconut Coast.Escape to your...
Perfect Spot For A Perfect Vacation! B101
A LITTLE ABOUT THIS CONDO....Lokelani B101 has been remodeled and the new bathroom is spectacular. The living area is equipped with a 42' Samsung flat screen TV, DVD and free Netflix . A smaller Samsung TV completes the bedroom a Cal King bed adds to the comfort of the...
Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona
Royal Sea Cliff Resort, Kailua Kona, HawaiiAn architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of local fisherman, cruise ships, whales and dolphins, surfers, and...
Hanalei Bay Villas 19, mountain & distant bay views!
Hanalei Bay Villa 19 in Princeville, Kauai has beautiful mountain and distant Hanalei Bay views on the North Shore of Kauai Hawaii, the most beautiful, magical place on earth! This Kauai home is a free-standing pole house with over 30 windows, vaulted ceilings and two...
Most Popular Whaler #370, 1Bd/2Bath Condo with Ocean Views
The Whaler on Kaanapali Beach #370 has quickly become a guest favorite! A super cute 1-bedroom/2-bath condo with lovely ocean and garden views that overlooks the beautifully manicured courtyard and waterfall. The spacious lanai even offers views of the island Molokai...
GREAT LOCATION, SPACIOUS DIRECT OCEANFRONT 2 BEDROOM CONDO
GREAT WEST MAUI LOCATION WITH AMAZING OCEANFRONT VIEWS!ABOUT THE CONDO...This direct oceanfront 2 bedroom and 2 bath condo provides spectacular ocean views from the master bedroom as well as the living space. Centrally located in West Maui, makes this an ideal location...
Junior Suite Oceanfront #703
Our Junior Suite 703 is spacious and well-appointed with a Queen (Murphy) bed and seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equipped with all the modern conveniences....
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & la
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an oceanfront cliff side and all accommodations have unobstructed oceanfront views. It is also just a short walk from Poipu Beach...
Modern 2BR w/Diamond Head view, beach, FREE parking, king bed, pool, gym,& more!
Two bedroom condo with beautiful Diamond Head view in the heart of Waikiki, with full kitchen, living room, and balcony(lanai). Bedroom one features king bed, and small desk/workspace. Bedroom two features two twin beds. Sofa pulls out into a bed in the living room....
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Address for this Condo: Kauhale Makai 938 S. Kihei Rd #633, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 633 is it! The first thing you see when you arrive is a...
Extraordinary Molokini Views, Spectacular Renovation, New Split AC, Ocean Views!
Wailea Ekolu 102 is a bright and airy corner unit showcases spectacular, unobstructed forever ocean views that take in the sunken volcanic crescent of Molokini, with uninhabited Kahoolawe (Ka Ho O La Vey), smallest of the eight main volcanic islands. Enjoy sweeping blue...
Lu'uwai's at Makena Landing: Makena Oceanfront 4 BR Home
Aloha and welcome to our exceptional oceanfront Maui vacation rental home, Lu'uwai's at Makena Landing. We pride ourselves on offering an exceptional vacation rental experience. Whether you're planning a family getaway or a romantic retreat, we have something perfect...
Golf Villa! Sweeping Ocean Sunset Views!
Summary:Come see for yourself why Kapalua Bay was named "Best Beach in the World" by Conde Nast magazine. Located on the Northwest tip of Maui, this tropical paradise has something for everyone.The Space:This renovated 2,300 square foot, 3-bedroom residence is located...
Downtown Kona. 250 feet from your toes in the water with an unobstructed view!
Beautiful studio condo with legitimate ocean view from the nice lanai. Look across a green area right out to the ocean. There will be sunset views from your private lanai. Great use of space in this unit, with a queen size bed, full refrigerator, desk and chair for...
Prime Location, Unit H-102, Oceanfront next to pool.
Mauna Lani Terrace H 102 has it all.... it is the closest middle unit to the ocean, with ocean views from every room. Direct access across the lawn to the warm pool, spa, sauna, BBQ and entertainment area is perfect for children and families.The Villa has 9'6' high...
Beautiful Makaha Valley, Best Beaches on Oahu, and Mountains for days.
Makaha can't be beat for those looking for uncrowded beaches, striking sunsets, hiking, and the incredible ease of real Hawaii. Our condo is outfitted with airy midcentury-modern styling and a hint of Hawaiiana as well as full frontal floor to ceiling glass rendering an...
HoAloha-Few Steps to Hanalei Beach + AC & Hot tub
HoAloha is the perfect family home. Just a few steps to Hanalei Bay. Fully remodeled with luxurious natural finishes. The breezy beach house theme continues indoor outdoor with large windows and neutral hues. The house is tucked away in a safe peaceful cul-de-sac in the...
2 Bedroom 2 Baths at Golf VIllas M-2
Summary:Escape to paradise at our ground-floor villa in Mauna Lani! Enjoy stunning golf course views, easy access to the beach, and the convenience of nearby shops and restaurants. This luxurious condominium offers comfort and a prime location for an unforgettable...
Top Floor! Maui Banyan Upscale Remodeled Studio, King Bed, Steps To Beach/Shops
This affordable one-room studio efficiency unit with king bed is a tropical retreat that has been stylishly remodeled with granite counters and walk-in shower. The unit is equipped with a convenience mini-kitchenette (mini-fridge with separate freezer compartment,...
Family Fave w/Loft Bedroom – Kamaole Sands 8407
Placing a premium on privacy, this air-conditioned 1,102sf condo features a loft that’s perfect for families. Enjoy Haleakala views from the lanai while savoring meals prepped in the full kitchen. Other features include WiFi, ceiling fans and cable TV. Sleeps 6 in 1...
SPECIAL 350 SUMMER RATES!! Stunning Ocean View 2BR/2BA condo across KAM3 Beach!!
Come enjoy our beautifully furnished two bedroom, two bath luxury condo located in the Maui Kamaole complex; Kihei's finest luxury resort property. Nestled in the center of the sunny South Maui coast, Maui Kamaole is located across the street from famed Kamaole III...
True oceanfront, ground-floor condo with 180-degree view, pool & lanai
Kona Riviera Villa #101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A spectacular oceanfront setting awaits at this ground-level condo in Kailua-Kona, where it feels as though the...
Papakea Oceanfront Resort - Beautiful Ocean View Studio
Papakea Resort Maui provides amenities like dry cleaning/laundry services and 2 hot tubs. Guests can connect to free in-room WiFi.Other perks include:• 2 outdoor pools• Free self parking• Barbecue grills and concierge servicesRoom featuresAll guestrooms are...
Beautiful 1bd ocean view condo, many upgrades
Papakea G207 is a 1-bedroom, 1-bathroom condo on the second floor and can accommodate up to 4 guests. Unwind in the comfortable living room with a sofa that converts into a queen-size sleeper with new mattress. Stay cool with a new window air conditioner in the living...
MK 308 Kaanapali OceanFront Condo w AC Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay:* Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
NEW! 1st Floor Condo with A/C in Poipu, 4-Min Walk to Beach
1st Floor Unit | Walk to Beach | Beach Gear ProvidedGrab a cold drink and head out to your own private lanai in this lovely 1-bedroom condo at Kiahuna Plantation Resort. Lush Hawaiian landscaping surrounds you as you dine al fresco at the four-person dining table with...
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our recently remodeled two-bedroom Poipu condo here (Makahuena 1309) has a fantastic view of the ocean and pool. The layout is ideal for up to 6...
Kaanapali Shores 903 50%Off Last Minute May Deals at Spacious OceanFront Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 903, a freshly updated 2-bedroom, 2-bath penthouse perched on the top floor of vibrant Kaanapali Shores...
🏖️Great location | AC & WIFI | Concierge Included! | vrKCV
vrKCV - Kona Makai 4202, Professionally Managed by Kona Coast Vacations.Welcome to Your Tropical Getaway!Enjoy the peaceful ambiance of this beautifully appointed second-floor condo, where you can relax on your private lanai overlooking lush tropical gardens with ocean...
Kona Plaza#203 2nd Floor Ocean View In Heart of Kona Town AC & Elevators
Knutson & Associates Property Management is proud to be representing Kona Plaza#203. Best location in the development! Highly desirable west facing with ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in the immediate walking...
Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views
Kona Blue is an expansive oceanfront retreat in Kailua-Kona where sweeping Pacific views, modern comfort, and thoughtful details create a truly memorable Hawaiian escape. With 4,526 square feet of living space, this four-bedroom plus common sleeping area, 3.5-bath home...
Aloha Condos, Nohonani Condos and Resort, Condo 206, Beachfront
Direct beachfront location with views of Molokai, Lanai and the Pailolo Channel Oceanfront swimming poolSpectacular location to view sea turtles - both in the water and on the beach. View humpback whales in winter breaching in the Pailolo Channel.Spectacular sunsets &...
Beautiful Condo with High End Amenities Throughout & A/C in ALL Rooms
SPLIT AIR CONDITIONING SYSTEM WHICH OFFERS A/C IN THE BEDROOMS AS WELL AS THE LIVING ROOM AND KITCHEN, The unit looks amazing! The 2 bedrooms each have queen beds and we've spared no expense to make sure our guests feel at home. The master bedroom has its own flat...
Beach Front w/Lanai, WiFi, Cable, Fans–Kiahuna 2194
Kiahuna Plantation - Unit 2194: Soaring ceilings, stunning ocean views, and a spacious, open-concept design highlight this dreamy 880-square-foot one-bedroom/one-bathroom vacation suite. Decorated with warm tropical color tones, tasteful artwork, and artisan...