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.
Hotel-zoned! Oceanfront Paradise - Menehune Shores 524
Aloha!Pool Closure Notice: September 8-15, 2025.Maui Paradise Menehune Shores unit 524 is ready for you! Let the stunning views, overall comfort and the island's Aloha spirit transport you to a place where stress isn't allowed to exist. Enjoy the ocean breezes in our...
Maui Kamaole B214: Ocean view, 2 Bedroom condo with Tropical Hawaiian furni
This beautiful two-bedroom condominium has been remodeled and decorated by a designer. Enjoy sunsets and ocean views while relaxing on the private lanai. This unit is located up on the hill and overlooks the lush tropical landscape of the Maui Kamaole, and out to the...
Beachfront Complex on Sugar Beach
Hosted by VacaMauiWe chose Hono Kai due to it sitting directly on Sugar Beach.Stainless steel appliances, air conditioning, quartz countertops, and beach gear are some of the amenities you will enjoy during your stay.This unit is steps to the beach, and has a pool for...
Upgraded Beachfront Studio on Quiet Waikiki beach with Swimming/Surfing!
Colony Surf #406 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Upgraded Beachfront Studio on Quiet Beach Near Waikiki!On the quiet end of Waikiki, on Oahu's sought-after Gold Coast...
Cliffs at Princeville #3201, Beautiful Ocean-Bluff Resort, Private Lanai
NOTE: Special Construction Rate from August 25, 2025 to December 15, 2025 due to renovations of nearby units. Work can be done between the hours of 9am-5pm.The Cliffs Resort at Princeville - Unit 32012nd Floor Walk-Up | 1 Bedroom | 2 Baths | North Shore Resort Condo....
Aloha Condos, Islander on the Beach, Condo 224, Beachfront, AC
Second FloorBeach Front unitStudio Condo with Kitchenette (no cooktop or oven)Decorator Touches ThroughoutKing sized bedFantastic ocean view!Free in-room WiFi• Beachfront Location• Adjacent to Coconut Marketplace• Nicely Appointed Hotel Rooms• Beachfront...
OCEAN FRONT: spacious, remodeled 4th floor condo
This ocean-front, ocean-view condo is a vacation favorite for families and friends. Maui Sunset Resort is one of the premiere resorts in all of Kihei. The resort itself has beautifully trimmed grounds, a family-friendly pool and hot tub, shuffle board, tennis courts and...
"Hale Kai" at Kapaa Sands- Oceanfront Split Level -2 Bedroom 1.5 Bath
Welcome to Hale Kai, a well-appointed split-level two-bedroom condo perched above Papaloa Bay on Kauai's beautiful east shore. With breathtaking panoramic ocean views and easy beach access just steps away, this peaceful retreat invites you to relax, recharge, and soak...
Directly across from Kamaole III Beach! Maui Parkshore 107 - Kihei Beach Condo
Ground level 2 bedroom / 2 en-suite bathrooms open floor plan condominium. Steps from beautiful beach and pool. Ocean/sunset views from patio and open kitchen/living room. Desirable South Kihei location. Walking distance to restaurants/bars/stores. Grills and shuffle...
2 Bed, 2 bath ocean view, A/c Kamaole Sands A graded condo
We would love to welcome you to our fully air conditioned beautiful condo.Kamaole Sands is an award-winning condo complex situated just across from one of the best beaches on Maui. Kamaole Sands III beach, is recognized as one of the best beaches in Maui. Boogie board,...
Tropical setting on the Wailea Blue Golf Course
Ekolu 1602 is a 2-bedroom, 2-bathroom condo on the second floor featuring amenities such as three private lanais, air-conditioning, and a washer/dryer. This unit comfortably accommodates up to 6 guests with a king bed in the master bedroom, a king bed in the guestroom,...
Gorgeous Expansive Condo in Wailea with HUGE Lanai & Ocean Views
Address for this Condo: Wailea Ekahi, 3300 Wailea Alanui Dr. (Unit 51A), Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Wailea Ekahi 51A! This beautiful corner unit, located within the tropical oasis of Wailea Ekahi, is a...
104 - Lovely Ground Floor Direct Oceanfront + Larger Lanai
* Ground Floor Unit - Perfect for families! * This ocean front condo has been upgraded * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at your doorstep * Watch the whales from your private Lanai This ground floor unit is a...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Remodeled King Studio! HKH-537
Spacious, recently updated ocean-view studio at Honua Kai with private lanai, full kitchen, king bed, A/C, and ultra-high-speed Wi-Fi. Enjoy resort luxury and stunning sunsets in Ka'anapali, Maui!** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
"Paradise Found: Garden, AC, King Bed by the Sea!"
Nestled in the sun-kissed paradise of Kihei, the Kihei Akahi condo complex offers an unparalleled vacation experience. Boasting a prime location directly opposite the picturesque Kamaole Beach Park II and III, this gem provides easy access to the area's renowned sandy...
MOLOKAI Paniolo Hale D3 Oceanview 1B/2BT Townhouse
This spacious open-air 1bedroom 2 bath townhouse is located on Molokai’s sunny west end at Kalua Koi. The architecture is plantation-style with two tall French doors spanning the length of the main floor. It is two-story with 1,200 sq. ft. of space. The ceilings are...
PK A301 BeachFront Corner Condo w Ocean Views
Papakea A301 Spectacular Oceanfront Corner Unit! Watch Whales From Your Own Lanai! 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...
Remodeled! Modern 3BR in Hanalei- Hot tub, bikes & boards
Nestled in the heart of Kauai, this vacation rental unit is a modern country bungalow that effortlessly blends contemporary design with a rustic charm. The interior is characterized by hardwood floors and vaulted ceilings, creating a sense of spaciousness and grandeur....
Hauula Hawaiian Home - AC, Close to beaches,PCC
*30 day rental. Please inquire.You will discover the true Hawaii as you stay in this 3-bedroom, 1-bath Hawaiian home in Hauula. This newly-renovated bottom floor unit (the caretaker lives upstairs) getaway that sleeps 8-9 guests and is located about 5 minutes away from...
Dolphin Manor: Stunning Oceanfront Home w/Pool, Spa, A/C, Private Lanai
Perched directly on the lava-rock shoreline of Kailua-Kona, Dolphin Manor offers a front-row seat to the Pacific’s ever-changing beauty. This two-story, 3,667-square-foot oceanfront estate combines refined comfort with a walkable location just steps from downtown Kona...
Spacious & Modern Pāhoa Retreat Near Kehena Beach!
Discover the very best of the Big Island from the comfort & convenience of this modern private retreat! Ideally situated in the charming town of Pahoa, enjoy the world-famous black sands of Kehena Beach, the warm waters of Ahalanui Park or explore the inspiring...
Villages at Mauna Lani 621 - Spacious Town Home, BBQ & VIP Private Beach Pass
AMAZING PROPERTY!! VERY PRIVATE & VERY SPACIOUS HOME, INCLUDES VIP PASS TO PRIVATE BEACH CLUB. We invite you to escape to our beautiful Hawaiian hide-away. The luxurious deluxe townhome is located in a private gated community within the lush Mauna Lani resort. Our home...
Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
A rare low-density complex (only 54 units) on 5 acres of lush well manicured grounds with the largest private heated pool on Maui and the ocean that awaits you across the street! Fully air conditioned! The complex boasts private tennis courts, open tropical grounds for...
Kiahuna 307, Honu Heaven, Ocean View, Air Conditioning, End Unit
KIAHUNA PLANTATION 307 AT KOLOA KAI VACATION RENTALSHonu Heaven – Your Private Tropical Oasis in PoipuWelcome to Kiahuna Plantation 307, lovingly nicknamed Honu Heaven, a newly renovated, air-conditioned condo just a 3-minute walk from the golden sands of Poipu Beach....
Waikiki Apartment sleeps 5 parking included
This apt is great for a small group on vacation. There is a queen size bed in bedroom with attached bathroom and full kitchen. There is a door separating the bedroom from the living room. The living room has a queen size sofa bed. I have a twin size blow up mattress for...
Spacious Lanai & Poolside Condo in Poipu Kai Resort—Perfect for Relaxation!
Relax on the spacious lanai and enjoy morning coffee and evening tropical drinks and pupus while enjoying the island trade breezes.Why you'll Love this condo:This inviting condo is conveniently near one of the two resort pools that are yours to enjoy and is perfect for...
🏖️Casa De Emdeko 306 | Ocean Views, No Stairs
vrKCV - Casa de Emdeko 306, Professionally Managed by Kona Coast VacationsWelcome to Your Tropical Paradise at Casa de Emdeko!Step into a serene retreat in the heart of paradise at this completely remodeled one-bedroom, one-bath vacation condo. Located on the top floor,...
Kahala 433 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai – Welcome to Kahala 433!Your relaxing South Shore retreat at Poipu Kai Resort.Nestled in lush tropical landscaping, Kahala 433 is a spacious 1-bedroom, 1-bath condo located just steps from the scenic Poipu greenbelt walking path and a short stroll to...
Walking Distance to 3 Beaches and 2 Golf Courses! Kapalua Ridge Villa #2512 - Quam Properties
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE!Set above the sparkling shoreline of Oneloa Bay, Kapalua Ridge Villa 2512 invites you to experience refined island living in one of Maui's most prestigious coastal communities. This...
North Shore Getaway @ Turtle Bay - Kuilima Estates East
AWESOME NORTH SHORE GETAWAY @ TURTLE BAY! Short walk to ocean and safe family-friendly beach.Welcome to our air conditioned and spacious condo at Kuilima Estates East, located right at the entrance of Turtle Bay, Ritz Carlton North Shore. Our 1 bedroom condo with loft...
EL D106 Relaxing Kaanapali Condo w Pool AC Beach Cabana
Eldorado D106 Spacious and Clean Kaanapali Condo. Great for a Fun Family Vacation. Resort has Pools, Hot Tubs, and Private Beachside Cabana. Few Minutes Walk to Whalers Village FREE daily activities included with your stay value up to $570! Complimentary admission,...
Resort studio condo with ocean-view lanai, AC, steps to beachside pool & hot tub
Islander on the Beach 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
High floor with AC and Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #3209 – 229 Paoakalani Ave.You'll treasure the fabulous mountain views by day and sparkling city lights at night from this 32nd floor, one-bedroom condo (546 sq.ft. plus access to lanai from bedroom with table and chairs) with central AC and natural...
@Marbella Lane-New home~ Mountain and Ocean views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley, situated in the greater Waianae region. Immerse yourself in the allure of this lively residence, boasting a...
True Oceanfront One Bedroom Condo with Amazing View and Great Location
Kailua-Kona area on the Big Island of Hawaii: 1 bedroom with comfortable king-size bed, one bathroom with a tub, sleeps two people.TV in the living room and the bedroom, Free Wi-Fi, clean, quiet, and comfortable unit on the second floor in a popular complex.Fabulous...
Lovely oceanfront oasis with pool, grills & patio
Mahina Surf 128Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Mahina Surf 128 is more than ready to be your home away from home, so pack up your bags and make your way to the...
Golf getaway near the beach with patio, pools & fitness facility
Waikoloa Colony Villas 1703Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'There is nothing like relaxing with the salty breeze and warm island sun here in Hawaii, so get away from...
Makani Sands #206 1brmBeachfront condo with balcony on the ocean
Welcome to Makani Sands Unit #206. This beautiful one-bedroom condominium surrounds you with traditional Hawaiian feel and décor in your own beachfront home by the sea! To make your vacation in Paradise effortless, there is a High Definition TV, DVD, CD player, and...
Ocean Front Studio Condo - Ground Floor, Walk Out Of The Unit And Onto The Beach
A well appointed studio apartment with a queen size bed and a queen size pull out couch. Walk out onto the lanai and you are just 30 steps to the beach and warm Maui water. Cook your meals in the fully equipped kitchen and relax and dine as you take in the view of the...
Direct Oceanview Quiet and Relaxing, new A/C, free WIFI
Our fully air conditioned condo unit 607 is beautifully appointed with island decor throughout. From the moment you step in the door you will be greeted by a breathtaking view of the ocean and gardens and Molokai Island to the right. As you proceed to our lanai with...
Kapaa Shore Resort A202, Oceanfront near beaches, shops, restaurants, biking
Welcome to Kapaa Shore Resort A202. Nestled on Kauai’s picturesque “Coconut Coast,” Kapaa Shore Resort A202 is a charming oceanfront condo on the second floor, right in the heart of Kapaa Town. Recommended in Frommer's Kauai Guidebook, our resort offers the...
Nani Kai Hale 409 Maui Beachfront with Split AC in Bedroom and Living Room
With breathtaking ocean views from the 4th floor, this beautifully remodeled unit offers full beachfront access. The master bedroom features a California king bed with a en suite tiled walk-in shower. There own access to bathroom #2 from living room also with a tub...
Garden View Maui Vista Unit 2112 - Conveniently located in South Kihei!
Discounted 2025 Introductory Rates - Book Now!!Escape to Paradise at Maui Vista Resort Unit 2112! Discover the ideal tropical retreat at Maui Vista Resort, perfectly situated in Kihei, directly across from the pristine Charley Young Beach. This one-bedroom, one-bathroom...
Your Refreshing Escape by the Ocean! Marvelous Views - Royal Mauian 209
Royal Mauian #209 – Oceanfront One-Bedroom RetreatRoyal Mauian #209 is a beautifully remodeled one-bedroom, one-bathroom condo offering direct oceanfront views and the comforts of modern living. Perfect for couples or small families, this inviting retreat features...
Kamaole Beach Condo SALE 175 May 9-14, 22-27 SUMMER 180
Just 200 yards, 3 min. walk to Kamaole Beach! This gorgeous condo is fully-stocked and has been completely remodeled for comfort and luxury. Features new Split Unit A/C in bedroom and living room. Large Gourmet Kitchen, Bedroom with Bamboo King bed & memory foam topper....
🏖️Oceanfront | Free Concierge | WIFI | Top Floor | vrKCV🏖️
vrKCV - Sea Village 3306, Professionally Managed by Kona Coast VacationsWelcome to your oceanfront retreat, where you'll be captivated by stunning views of the ocean and the beautifully maintained common area. This third-floor condo offers a perfect blend of tropical...
Amazing oceanfront views, 2bd spacious condo
Kanai A Nalu 202 is a 2nd-floor condo with 2 bedrooms and 2 bathrooms that offers 1 window A/C unit in the living room, ocean and pool views, and a private washer/dryer. This property has elevators for easy access. Unit 202 can accommodate up to 6 guests. This spacious...
Ocean-view top-floor condo with pool, hot tub, AC - easy walk to beaches
Maui Kamaole A215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
This split-level condo is located on the 3rd floor with great air flow. Tastefully decorated and meticulously cared for. It’s fully equipped with washer and dryer for your convenience. The master bedroom has a king bed and a full bathroom with spectacular view of the...
Beautiful 2 bedroom Condo @ Kona!
You can't ask for much more than the beautiful surrounding vistas of Kailua-Kona, but since this is the Big Island - there is so much more to discover and more. Stroll down Ali'i Drive where you'll find premium shopping and exquisite dining. Take a day trip to Hapuna...