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.
Gorgeous Home on Landscaped Acre-2BR/2BA
Welcome to Pua Lani, a gated one acre estate two blocks from the ocean that features resort landscaping and large lawn areas that create a very private and serene setting for your stay. The two story home features 2 bedrooms and 2 baths along with a large high ceilinged...
Oceanfront Studio in Kahana - Pohailani 201
Ocean Front Studio in Kahana. Remodeled and ready for occupancy! This condo is so close to the ocean you can hear and smell the ocean. Whale watch or view the large sea turtles from our lanai. Sleep like a baby on our Westin Heavenly King bed. Got 2 more? We also have a...
Kaanapali Alii | 424
Experience the ultimate tropical escape at Kaanapali Alii 424. In this exquisite two-bedroom plus den ocean view rental at Kaanapali Alii, luxury meets serenity along Maui’s breathtaking coastline. This spacious retreat offers an unparalleled combination of comfort...
Combo Booking: Luana Garden Villas 14D, 15D & 18C at Honua Kai~sleeps 24 guests
Welcome to Luana Garden Villa, where paradise awaits you at Honua Kai Resort & Spa in Kaanapali, Maui. Our luxurious and spacious condos, Luana 14D, Luana 15D and Luana 18C, offer high-end amenities and stylish decor, ensuring comfort and luxury during your stay. Each...
Hilton Pool Pass thru June 2025. Waikoloa Colony Villas 1303
This vacation rental is professionally managed by ResorticaHawaiiGolf Views • 2 King Beds + Sleeper • Pool Access + Hilton Waikoloa Resort Pass🌺 Waikoloa Colony Villas 1303 | 2 Kings + Sleeper | Golf Views + Hilton Pool Pass thru December 31, 2025🌴 Steps from...
Hale Awa'puhi 1-C Oceanfront Luxury 2 BR w/ AC and Private Beach Access
Welcome to Hale Awa'puhi 1-C, an oceanfront gem among one of the most luxurious oceanfront condominiums on Kaua’i in a gated boutique 9-unit property on a private cove. Relish the panoramic ocean views and the soothing sound of surf while relaxing in this modern...
Kihei, Maui - Fully Renovated, A/C, Pool, Tennis, Beach
This condo has been completely remodeled floor to ceiling! - New tile, bathroom, kitchen, appliances, and new furniture & bedding throughout.Condo Includes:- Stackable washer and dryer with complimentary start-up detergent supply- A/C in the living room and bedroom-...
*Remodeled Oceanfront in Waikiki - Ilikai Marina
Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy...
Luana Garden Villa 6D @ Honua Kai Resort Kaanapali
Stay in an ocean front luxury villa in Maui, steps from Kaanapali Beach. Discounted Rates are offered for this family-friendly sanctuary of tranquility, natural beauty, and openness. Relax on the 500 sq. ft. lanai and feel the Pacific air gently flow over you. Enjoy a...
Waikoloa Resort gem with pool, hot tub & balcony - 1 mile to beach
Waikoloa Fairway Villas B32Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Hawaii from this third-floor 2BR/2BA condo at the Waikoloa Beach Resort. Soak up the...
Premium Studio Suite on Beautiful Ka'anapali Beach
Beautiful premium condo resort on Ka'anapali Beach. Studio condominium is 480 sq ft with king size bed and a sofa sleeper and small kitchen with full refrigerator, microwave, dishwasher and 2 burner cooktop. In-room amenities include Jacuzzi tub, DVD player, private...
🏖️New to Vacation Rental! | Professionally decorated August 2023 | Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 801, Professionally Managed by Kona Coast Vacations🌺 Private Hawaiian Retreat — Beaches Golf & Aloha Living 🌺801 Fairways at Mauna Lani - Kohala Coast - Big IslandWake up to sweeping golf-course views, relax under soaring ceilings,...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
Newly Renovated 3 BR, 3.5 Bath Oceanfront Estate with Pool, Spa, A/C and Turtles
Our home was updated in 2021 and 2022 with new cabinets, countertops, appliances, sinks, faucets and dimmable recessed lighting in kitchen, baths, wet-bar and laundry; all new showers and a free-standing tub in the baths; all new walnut hardwood flooring throughout with...
OCEANFRONT. Amazing views of dolphins and sunsets. Newly renovated. No stairs.
RIGHT ON THE WATER in one of Kailua-Kona's most sought after complexes! This open and spacious, 2-bedroom condo has a spectacular, 180-degree, Kona coastline and ocean view. From the private lanai, watch spinner dolphins as you savor your morning Kona coffee. Later,...
Luxurious, Private Suite
Luxury Suite with Private Entrance~We have created a peaceful, sparkling clean and private Studio Suite, including plush linens and stocked with over-the-top amenities. We provide all the basics and much more, like flashlights/lanterns, binoculars, beach towels, yoga...
Dream of Aloha
— "This property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied." (PER CITY AND COUNTY OF HONOLULU). — This property cannot accommodate long...
Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
Relax & enjoy the peace & quiet, coastal ocean views, lush tropical setting & complete privacy at your modern cottage with private lanai.Palm Cottage is ideal for a quiet vacation, honeymoon or just a peaceful getaway. Come to quiet, rural Maui to get away from the...
Includes Mauna Lani Beach Club Pass. 1702 Kulalani
Kulalani 1702. Includes Mauna Lani Beach Club Pass This vacation rental is professionally managed by ResorticaHawaiiPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedGuest Bedroom: Queen BedMauna Lani Beach...
Valley Isle Resort #707 - Vacation West Maui - Beachfront Luxury
From the moment you arrive to Valley Isle 707, you will be mesmerized by the views of Molokai and Lanai. Step inside and find a spacious, modern living space with porcelain tiled floors, a luxurious queen-sized Murphy bed, and a comfortable loveseat sleeper sofa. The...
Kaanapali Alii | 155
Welcome to the paradise of Maui! Nestled along the pristine shores of Kaanapali Beach, this two-bedroom oceanfront condo offers a slice of paradise like no other. As you step into your luxurious home away from home, you'll be greeted by stunning ocean views.The spacious...
🌺🍍Direct Oceanfront Condo with Amazing Views!! 🍍🌺
Welcome to "My Hawaiian Condo" - Hale Mahina Unit A405!Hale Mahina (Ha-lay Ma-hee-nah), is one of the most unique properties on Maui's West side.Just a few miles from the big resorts and crowded beaches of Kaanapali, Hale Mahina is situated on the ocean front with a...
ALOHA-WAIKIKI 2 Blocks 2 Shoreline of BEACH and Upgraded!!!
Located just two short blocks from the shoreline, this unit features a comfy queen sized bed, free wifi, a kitchenette, private bathroom and a private covered balcony from which you are able to enjoy mountain views and tropical breezes.Within our CLEAN PRIVATE unit, my...
Lanikai Cottage: Charming Tropical Oasis with Private Pool
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Charming Lanikai Cottage features two...
Polished condo with Hawaiian decor
Welcome to Maui Parkshore 213, your tropical paradise retreat on the stunning island of Maui. This 2-bedroom, 2-bathroom condo is designed to accommodate up to 6 guests, offering a comfortable and stylish escape just steps away from the beach. Please note there are only...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo, Great for Families! HKK-213
Spacious 2-bedroom, 2-bathroom Honua Kai condo featuring ocean and pool views, large wrap-around lanai, gourmet kitchen, and full access to resort amenities.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and...
BEAUTIFULLY UPDATED-WELL EQUIPPED-LARGE LANAI-AC-METICULOUS CLEANING
Book with confidence, this stunning, 2 bedroom, 2 bathroom (1188 sq. ft) condo that has been beautifully updated. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Waialua Oceanfront Luxury Home – Secluded North Shore Escape
Featuring Two Master Suites!!!Search no further - this luxurious oceanfront beauty has all the makings of a heaven-sent vacation on one of Oahu's most secluded coastlines. Furnished throughout with hand-picked Balinese furniture and decor, this home is a treat to see...
Beachfront Condo B303 May 10-15 available at special rate of 750 per night
Relax and enjoy panoramic views and beachfront perfection. The 2 bedroom, 2 bath home is located in the B building and sits only steps from an extraordinary sandy beach offering the famous 'five island view' along with the accompanying year-round sunsets. A refreshing...
Kauai Luxury home, Private Pool & Spa, walk to the beach, restaurants and shops
We have just added a private pool & Spa and a 5 th bedroom suite(3/12/25),We have not updated the video yet but have added a few photos. AC in all rooms of home. 5 master suites with private bathrooms, each with a private lanai. Gourmet Kitchen, Large lanai deck for BBQ...
Paradise at Mauna Lani- Private, Modern Townhouse
Welcome to ParadiseHidden away in the outer rim of The Fairways community in the coveted Mauna Lani resort area sits this spacious and modern 2 bedroom, 2.5 bathroom, 2-story townhome. This area along the south Kohala Coast of the Big Island is regarded as having the...
Ocean-view condo at White Sands Village #216, steps from Magic Sands beach!
Welcome to White Sands Village, # 216! Enjoy this two-bedroom, two-bathroom, fully air-conditioned condo. Located just across the street from Magic Sands beach, along the iconic Alii Drive, this new, completely remodeled condo has all the amenities you could need! Smart...
Luxury 4BR Penthouse at the Villas at Poipu Kai
Welcome to The Villas at Poipu Kai, one of the nicest luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale villas are part of the Poipu Kai Resort that offers access to additional recreational amenities to all in the Poipu Kai...
Includes Hilton Waikoloa Pool Pass thru June 2025! Waikoloa Colony Villas 1605
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1605 Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted...
Designer-Amazing Ocean Views-Turtle Viewing Beach-Directly On Top of Ocean
Step into the island luxury of this brand new, fully remodeled 2nd-floor oceanfront studio vacation rental! Luxury and comfort all wrapped into one with ocean and island views, award-winning interiors, and access to a secret sea turtle beach. Endless ocean views from...
Spacious 2 Bdrm Remodeled Oceanfront 01 unit
Above and beyond any other unit. Stunningly large with separate 2 Bdrms. Newly remodeled oceanfront condo on the Gold Coast. This is definitely the quiet end of the building and with the additional windows on the mountain side, you get incredible cross breezes all year....
Luxury Gated Community in Princeville Resort
A vision in white, this airy and bright Princeville condominium at Villas of Kamali'i boasts 3 bedrooms and 3 baths accommodating five guests (K,K,T) in a multi-level configuration, making it an ideal property for couples or families traveling together.Overlooking the...
Waipouli Beach Resort Exquisite Crown Jewel!
Waipouli Beach Resort Exquisite Crown Jewel! Newest Listing! Central ACThe Ultimate Vacation Experience staying in this Exquisite Penthouse Premier Ocean View Extra Large* Luxury Condo, the Best of the Best - centrally located for THE premier view of the ocean at #1...
Kuhio Shores 415 Top Floor Oceanfront Condo with new central a/c
Mini split Air Conditioning system just installed to make your Kuhio Shores 415 cooling experience perfect. Open windows, trade winds, fans to hear the soothing sounds of the ocean. And now if none of the above works you have use of a quiet, efficient air conditioning...
Ocean View Family Condo Across From Lyman’s Cove~Air Conditioning~Calif King Bed
Royal Kahili A402Beautiful OCEAN VIEW and pool view from our fourth story condo! Top floor, no overhead neighbors! Elevator works as of 8/10/2023!You will need to ascend/descend 4-5 steps to access our condo. Enjoy our refreshing pool and spa, surrounded by gorgeous...
Summer sale! Waikoloa Colony Villas! Quiet redone end unit. Great views, 90 golf
Experience paradise at its finest in our beautiful, upscale villa overlooking Waikoloa Beach Golf fairway with breathtaking views of elegant palms and distant volcanoes. Hale Pele #601, was remodeled to perfection with gorgeous tile floors and a designer master bath....
Ocean Front Beachside Beauty. Two Free Rounds of Golf*
*SPECIAL - 2 Free Rounds of Golf at the King Kamehameha Golf Club, Maui's Premiere Private Club. On Stays of 5 nights or more. Looking for a great Honeymoon, Anniversary or Vacation of a Lifetime. Our 1 bedroom condo is just the right place for you! King Bed with luxury...
Steps to Kahana Beach from this fully remodeled condo - Listing Special 40% OFF
Welcome to @Maui Makai Condo!This lovely 1 bedroom, 1 bathroom condo is situated in the hotel zone and just a stone's throw away from Kahana Beach in West Maui (conveniently nestled between Ka'anapali and Kapalua).Following extensive renovations, we've tailored this...
Spectacular, Oceanfront 3 bedroom + den, AC, pool, sleeps 7.
Puamana 160-2 offers a spectacular opportunity to enjoy oceanfront living at its best. Relax on your spacious lanai just 40 feet from the water’s edge, grilling, dining, and watching the ever-changing ocean vistas, surfers dancing on the waves, whales in season,...
Laule'a 11: Mauna Lani Luxury Retreat with Private Pool & Spa
Welcome to Laule'a at the Mauna Lani Resort #11, your luxury island retreat. This vacation home affords you an immersive Hawaiian getaway experience. As you step inside, your breath will be stolen by the stunning golf course vistas and the majestic Mauna Kea mountain...
Read Our Reviews and See Why Our Guests Love to Stay with Us.
It is not easy to find a great place to stay while vacationing in Maui, there are so many possibilities to choose from. The good news is that you have just found one of the best. What we offer you is a beautiful condo in a great condo complex, with the perfect location...
Magnificent....Marvelous....Open Dates...Wonderful Waves!
Magnificent.....Marvelous...that's what you will say upon entering this 2 bedroom/2 bath oceanfront air conditioned home away from home. You will be greeted by comfort and impeccable decor and comfortable furnishings....a walk-in shower in the master bathroom! If you...
4th floor Oceanfront Gem
We are welcoming guests back to Lahaina Roads, our property and apartment have been updated over the past two years and we are excited to greet our guests with heartfelt Aloha!We have worked very hard to provide you with a ‘home away from home’ atmosphere! After an...
Maui Resort Rentals - Exclusive Hyatt Residence Club 1BR Oceanfront Upper Floor Viilla
Exquisite 1 Bedroom Villa With Jaw-Dropping Oceanfront Views at Kaanapali's Newest, Most Exclusive Resort! Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling...
🏖️Stunning Ocean Views | Discount of Golf | Complete Remodel | vrKCV
vrKCV - Halii Kai 11D, Professionally Managed by Kona Coast VacationsWelcome to Your Island Retreat at Hali'i Kai 11DDiscover the perfect combination of modern elegance and Hawaiian charm at Hali'i Kai 11D. Nestled in an unbeatable location overlooking the Kings Golf...