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.
KR 201 OceanFront 1BD Kahana Condo Ocean View Pool BBQ
Kahana Reef 201 1Bedroom/Bath Beautiful Direct Oceanfront with Views of Molokai & 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...
Upstairs corner with great ocean view! Near beaches,golf
This two bedroom, two full bath, upper floor end unit at the edge of the Kamahana complex features ocean, mountain, and golf course views from each room. As you end your day snuggled in the master bedroom's king bed, you'll fall asleep to the sound of the sea. The guest...
Serene property with nature walk, meditation spot & enclosed gardens
E Komo Mai RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Channel your yogi self and experience the serenity and spirituality of the EKomoMai Retreat. Located in the peaceful...
Kauai ocean view home near Tunnels & Lumahai Beach
Traveling north past Hanalei, you enter the dense jungle and intense blue waters of Kauai's far north shore. There are no words that can describe nature's beauty in this region. Many beaches, including tunnels and ke'e, are in the area. Trail heads for some of the most...
Kihei Ali'i Kai D-207
Welcome to Kihei Ali'i Kai D207. This ocean view 1 bedroom, 1 bathroom condo has everything needed to make your Maui memories special. Located in a prime South Kihei location, walk to Kamaole I & II Beach Park, shops, dining, activities, & more. This complex offer...
FREE Parking - Diamond Head & Ocean View Studio with Pool - Sleeps 4
Legally permitted vacation rental.1850 Ala Moana Blvd #1124This comfortable studio suite at The Palms Waikiki offers 2 queen bed to accommodate up to four guests.With a view of Diamond Head crater in the distance, ocean views to the South we are nestled just West of the...
Emmalani Court 324! Elegant Princeville Sanctuary w/ Heated Pool and Luxurious Massage Chair!
* Please note 12/1/25 - 12/19/25 We are discounted because our building will be under going Roofing Construction.Greetings and a heartfelt aloha, we welcome you to our enchanting Princeville Sanctuary! Nestled on the top floor, our spacious two-bedroom, two-bath private...
Suite in Building K at Pono Kai Resort on Kauai's Bike Path, Tennis View Condo
The Pono Kai Resort sits on 12 acres in the quiet town of Kapa`a on the east side of the island of Kaua`i. The Resort is right on the beach, which is perfect for wind surfing, kite surfing or wading and frolicking in the waves. This condo is not ocean view but koi pond...
16 GUESTS , 4 X ❤️AWESOME STUDIOS❤️ , FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for FOUR ( 4 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 4 bedroom apartment with bedrooms connected via a common area please choose different listing.Hotel Zoned &...
HBR Family Condo 7202, Ocean View, Quiet Location, Add'l Resort Fees
Hanalei Bay Resort Front Desk Fees: $50 guest check in fee, plus a reservation fee of $6.75, plus $25/day and $20/day/car + GET & TAT Tax. Please note this is a separate transaction with the guest and the front desk, subject to change and beyond our control.Hanalei Bay...
Paradise Adventure Getaway - newly remodeled
*30 day rental. Please inquire. When you stay at the Paradise Adventure Getaway you will be minutes away from amazing attractions of the North Shore. This newly-remodeled home has three bedrooms, one full bathroom, a fully furnished kitchen and so many amenities that...
Cozy condo w/ ocean views across iconic Kahaluu Bay. Sleeps 4, pool, + BBQ! 102
Kahaluu Bay Villas #102 is located across the street from the iconic Kahaluu Bay. This two-bedroom, two-bathroom condo has it all. Enjoy an open layout of the living area, kitchen, sit-down dining table, and more. Sit on the large lanai and enjoy the ocean views.Upon...
Full Kitchen, Studio, Just Minutes to the Beach!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 5/18 - 6/12/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
KR607 - Great Top Floor Condo with Ocean/Bay Views - Ocean/Beach Access!
Welcome to the sixth-floor condo, where comfort and relaxation await. As you enter, the spacious living room immediately captures your attention with its charming furnishings, TV, and refreshing AC. The tasteful decor and modern art pieces create a welcoming atmosphere,...
Great Rate! Updates in Progress!
Valley Isle Resort 1106From the moment you open the front door, you'll be drawn to the balcony by the breathtaking view. This is the kind of view you see on travel channels, in books, magazines, and postcards. It takes a few moments to realize that this stunning...
Amazing High Floor 1bd/1ba with Diamond Head Views at the Waikiki Banyan 2901 T1
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 29th floor corner unit of the Waikiki Banyan has been completely remodeled with brand new wood laminate flooring, countertops,...
Kauai Exclusive - The Hawaiian Waterfall House w/ Private Pool!
This exquisite home is in the exclusive Kiahuna Golf Village. Ancient lava rock walls surround the stunning property, bridging old Hawaii with modern appeal. Rolling golf course greens give way to the nearby ocean and your own private pool provides a personal paradise...
Redesigned 1BD/2BA condo with Haleakala views, near Wailea's beaches + dining
Grand Champions 136 is situated in a lush tropical setting. This 1 bedroom / 2 bathroom is located on the top floor with wonderful views of Haleakala. This condo is newly redesigned and furnished. It is the perfect setting for couples and small families. Its convenient...
🤿 Styling Oceanfront Condo! 🌅 - Hale Kona Kai 303 🐢
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. Any closer and you would be swimming. View the tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of...
Direct Beachfront/Oceanfront Condo - 3 minute walk into Kapa'a
Direct Beachfront and Oceanfront- your unit is 50 yards from the ocean and beach!Aloha and Welcome,The Pono Kai Resort is located in a perfect spot for island visitors!! Located halfway along the coast between the resort towns of Poipu and Koloa Town on the South shore...
Ilikai Hotel, Ocean Front, Hip Real 1 BDR, City View, Best Surf in Waikiki
OCEAN FRONT, City Sky Line View! Free WiFi, 7 minute walk to Ala Moana Shopping Center and Park. Modern, One Bedroom with a Cool Hip Vibe! A REAL one bedroom, meaning privacy, solid wall between the living area and bedroom, unlike other condos in this building that call...
#21A Grand Champions 1 Bed - Ulua & Mokapu beaches
Welcome to our spacious ground-floor condo with a tropical garden view.Located in the heart of Wailea. Grand Champions is a world class resort surrounded by the Wailea Old Blue Golf Course that features two pools with whirlpool spas, barbecue facilities, and amazing...
Maui Resort Rentals: Kaanapali Ali'i – 4 Total Bedrooms, Luxuriously Remodeled, Partial Ocean AND West Maui Mountain Views!
This tandem package is comprised of two beautifully remodeled 7th floor two bedroom suites that are directly adjacent to each other. Each suite provides partial ocean views of the Blue Pacific Ocean and the golden sands of the world-famous Kaanapali Beach as well as...
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wifi by Koko Resort Vacation Rentals
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy paradise with an...
Oceanfront condo with pool & hot tub - ocean views & easy beach access
Papakea Resort B407Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax with the sound of waves and fluttering palm trees at this luxury condo on Maui, offering ocean views, a...
Newly updated home with pools, lanai, ocean view - walk to golf
Waikoloa Neighborhood RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find everything you need for a memorable Hawaiian getaway at this Waikoloa Village home, where you'll...
Modern 2bd ground-floor West Maui condo
Pacific Shores B106 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area with Hawaiian inspired decor and...
Ilikai 1236 Ocean / Lagoon / King Bed, Futon Sofa Bed
OCEAN & LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. Parking available. No smoking room.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully...
Modern 43rd Floor 1BD - Views of Panoramic Ocean & Diamond Head!
Perfect 1 bedroom in 43rd floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped contemporary kitchen perfectly matching the whole design of the unit.In the living room, you will find designer furniture:...
Great condo near downtown Kona
E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops, restaurants, clubs, and many other great...
Spacious, oceanfront condo with loft, furnished patio, pool, & views
Mahina Surf 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself instantly at ease inside this lofted, oceanfront getaway - the perfect home away from home for a family...
Quiet Beachfront Cottage
Oceanfront one bedroom duplex cottage 150 yards from a secluded beach. You will be within a short walk to the longest white sand beach in Hawaii. You will be treated to a gorgeous sunset every night either from the privacy of your own lanai or you can take the short...
Modern Hawaiian Waikiki Studio - 2 Queen Beds - 5 min from beach
Aloha & Welcome to Your Waikiki Getaway!2 Queen Beds – Sleeps 4 Adults ComfortablyLocated right on the Waikiki Strip at the Palms Hotel★ Steps from Waikiki Beach and Hilton Lagoon’s Friday night fireworks★ 12-minute walk to the Hawaii Convention Center and Ala...
Mtn-view resort condo with outdoor pool, hot tub, lanai, BBQ, W/D, partial AC
Plantation Hale H12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a memorable tropical adventure when you book this splendid resort condo in Kapaʻa! This mountain-view...
Dlx Oceanview 2-Bedroom Maui Condo...Steps To The Beach!
Welcome to your own 2-bedroom Dlx Oceaview Maui Condo vacation rental. We're deally located in West Maui...just 5 min north of famous Kaanapali Resort. And just steps to the Sandy beach! For your vacation pleasure, you'll love the award-winning tropical grounds, in a...
Kona By The Sea 315 - Direct ocean view
Kona by the Sea 315 is a roomy 2 bedroom 2-bath unit with all the amenities that you will need, including CENTRAL AC, full-size washer/dryer and high speed wifi. This rental requires a minimum 30-day reservation. No smoking. No pets. Free parking for one vehicle....
IC 43th Floor Studio with balcony to enjoy Mountain View
IC 43th Floor Studio with balcony to enjoy magnificent city, mountain and partial ocean views. The studio design inspired by stunning ocean waves color - aqua blue.The studio has everything you might only wish for your comfortable stay. As you step inside, there is a...
2 Story top level AC unit 2 bdrms w/Large Loft with 2 twin beds & bathrm SUNSETS
This luxury condominium is located on the 17 Fairway, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site.Within walking...
🏖️Ocean Front | AC | Next to Honl's Beach | Walk to Town | vrKCV
vrKCV - Kona Reef A15, Professionally Managed by Kona Coast VacationsWelcome to Kona Reef, your perfect oceanfront retreat! Located just steps from Honl's Beach, this charming complex offers stunning ocean views and unbeatable proximity to downtown Kona. Whether you're...
Beachfront Resort Ground Floor AC! Steps to Beach & Pool
Paradise as you imagined it! Steps from the Swimming Pool and Sandy Beach surrounded by lush tropical gardens, in the heart of wonderful Kapa'a Town! Pono Kai Resort perfectly located within walking distance of downtown Kapa'a with its restaurants and shops, parks and...
Waikomo Stream Villas 103 - 1st Floor, Garden View
WAIKOMO STREAMS VILLAS 103 AT KOLOA KAI VACATION RENTALSGarden-View Tranquility in Poipu BeachWelcome to Waikomo Stream Villas, one of Poipu's hidden gems! Nestled within a lush, tropical garden setting, this serene resort is located on the sunny south shore of Kauai....
Newly Remodeled Corner Unit at the Waikiki Banyan with Diamond Head Views by Koko Resort Vacation Rentals
Deluxe Ocean View Unit 2714 Tower 2 Unit, Free Parking & Wifi - 2019 Brand NewRemodel The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Enjoy...
Ocean view from the Ilikai
The Ilikai Apartment Building (same as the Hotel) is one of Oahu's most popular vacation rental condos. Built in 1964 but constantly being updated and maintained in the common areas, many people including myself cannot believe the building was built over half a century...
2 bedroom fully furnished and all included in downtown Kona with swimming pool
This condo is close to everything. 5 minute walk from the ocean.Renovated 2 bedroom apartment in the heart of Kona.You can walk everywhere.2 queen-sized beds with couch and one extra rollaway bed to accommodate up to 5 people (best suited for 4 people.) The bed linens...
1 Bedroom Ocean View Kona Reef Condo-Recent Remodel & AC Throughout - Free WiFi
Enjoy this beautifully upgraded condo with a terrific view of the ocean overlooking the pool area. This nicely decorated, modern condo has everything you could need to make you feel at home in paradise. Be sure to see the virtual video tour. The link to the video is the...
Alii Cove#U23-Beautiful Spacious 2 bedroom with Loft as Third Bedroom & Ac!
Escape to paradise at Ali'i Cove U23! This exquisite vacation rental offers a minimum 30-night stay, ensuring ample time to soak in all the beauty and tranquility this stunning island retreat has to offer.Nestled in a quiet complex, this top-floor unit boasts...
Hale Kamaole 268 Second floor condo, easy access to best beach on Maui!
Two bedroom Ocean, garden and mountain View. This unit master bedroom has two twin beds, downstairs bedroom has queen bed which was purchased in Jan 2018. Living room has comfy rattan sitting chairs and couch with queen hide-a-bed. Remodeled kitchen and bathroom...
Ocean & Golf View Loft-Condo with WiFi, Lanai, Grill, Full Kitchen, Pool/Spa
Keauhou Punahele B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting top-floor views of the ocean and golf course, this dreamy, loft condo is your ticket to Hawaiian...
Wavecrest Resort A309
Wavecrest A309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a deluxe, top-of-the-line, one-bedroom, oceanfront condo located on the third-floor of the A building closest to...
2bd with Loft Space Near Ocean Sunset Views ACQ23
TA: 048-815-9744-01TMK: 750180080096Alii Cove is a gated community walking distance to anything you need including Honl's beach, which is right across the street. This 2-story 2 bedroom, 2 bath unit comes with high-speed Wi-Fi, cable TV, Air Conditioning, and a loft...