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.
Keolu Hills Haven: Renovated 2/2 & Easy Parking
This 2-bed/2-bath home with central air conditioning offers two queen beds (one ensuite), a work desk, and ample street parking next to the driveway.This is an ideal spot for travelers because it’s incredibly close to everything you need. The Enchanted Lake Shopping...
Kaanapali Alii | 485
Ka’anapali Alii Unit 4852 Bedrooms | 2 Bathrooms | Sleeps 8 | Mountain View________________________________________Welcome the Kaanapali Alii 485, a stunning two-bedroom mountain view condo steps from the iconic Kaanapali Beach, often ranked among the top beaches in the...
The Lodge at Kukui‘ula - Bungalow 10
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui‘ula on Kaua'i, offering privileged access to the esteemed amenities of The Club at Kukui'ula. This exclusive enclave along Kaua'i's southern coast boasts an 18-hole Tom Weiskopf designed...
Kaanapali Shores | 2 Free Rental Cars | KBM Resorts | Steps To Ocean | 2 Units, 4 Bedrooms | KS ML-1538
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kaanapali Shores Stunner! | KBM Resorts | 2 Units, 4 Bedrooms | KS ML-2481
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Ocean View One Bedroom Luana Kai - Kihei
Recently renovated, this beautifully furnished one bedroom, one bathroom unit is centrally located in Kihei with ocean views. The bedroom has a king size bed and there are ceiling fans in the living room and bedroom, along with AC. The fully equipped kitchen features a...
Stylish Apt with Amazing Views
Kick back and relax in the calm, stylish space. The Aloha Vibes apt was created to recharge your energy from the outside world. The perfect set up for remote workers or vacationers. Start your day sipping your coffee and watching the sunrise and gorgeous view from the...
Waipouli Beach Resort Partial Ocean 1 BD 2 BA
Relax in this light-filled one-bedroom condo with lovely partial ocean views. Perfect for two, it features a fully equipped kitchen, cozy living area, and lanai that’s perfect for enjoying the coastal breeze.Partial Ocean View 1 Bedroom 2 Bathroom• Kitchen features...
Maui Resort Rentals: Honua Kai – 8 Total Bedrooms, Groundfloor Residences, Over 4600 Combined Sq. Ft., Large Lawn Areas, Steps to Pools/Beach/B.B.Q.s!
This remarkable offering combines 4 neighboring ground floor residences at the luxurious Honua Kai Resort to create a perfect retreat for large families and groups. Enjoy the space of a luxury home with all the advantages of resort living.Boasting a combined 4600 sq ft...
Hilton Grand Vacations Lagoon Tower - 2-Bedroom Garden/Partial Ocean View Unit
Escape to this resort in picturesque Honolulu. The Lagoon Tower is situated as part of the Hilton Hawaiian Village--a mecca of shops, restaurants, and beachfront property with a pristine beach, lagoon, and plenty of pools and other activities to keep you and your family...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms w/ Beautiful Ocean & Lush West Maui Mountain Views!
This impressive 4BR offering combines two adjacent Mountainview residences with a neighboring partial oceanview studio, creating the perfect gathering place for larger groups or families—all at an excellent value!Overlooking the Konea Towers' beautiful courtyard, Suite...
Oceanfront Bungalow + Tennis and Watersports
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Ala Moana Hotel by Sandra Ocean view and balcony BEST RATE
The hotel unit is located within Ala Moana Hotel and next to the Ala Moana Center, the world's largest shopping mall. There is a skybridge that connect the hotel with the mall. Resort fees are separate ($25/day) and are paid directly to the hotel. The Ala Moana Condo...
Kaanapali Alii Unit 134
Kaanapali Alii 1342 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 134, a spacious two-bedroom residence at Maui’s exclusive Kaanapali Alii Resort, perfect for families or friends traveling together. Relax...
2 Queen Beds studio with AC in vibrant Honolulu near the Marina & Beach
Nestled in Honolulu, this awesome studio offers a serene retreat for guests seeking comfort and convenience. The space features one bathroom complete with a relaxing bathtub and a hair dryer for easy grooming. Guests can unwind in the cozy living room, which includes...
Amazing & Modern Honolulu Haven, Renovated w/ AC
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Enjoy a stylish experience at this centrally-located...
Oceanside Kihei Condo | Steps to Beach | AC
Welcome to your perfect Kihei retreat! This beautiful 1-bedroom, 1-bathroom condo at Kihei Kai Nani offers an ideal location just steps from world-famous Kamaole Beach II. The spacious interior features cool ocean blue décor throughout, with a comfortable queen bed in...
Kihei Kai Nani ~ Building 6 Dream Location
Come to this Premier newly remodeled unit at the Kihei Kai Nani. Known for our desirable, ground floor unit. This unit has everything to make this your best vacation yet. Take in the tropical garden and pool view from this 2 bed, 1 bath unit with split AC. The King size...
The Iconic Bamboo House - Unique Vacation Home in Haena
The Iconic Bamboo house is a local famous for its shape and design. Situated in the most beautiful "downtown" Haena, short 2 minute walk to the only restaurant, coffee, bar and spa in the end of the road, also short 2 minute walk to the a white sand beach. being your...
Fabulous 8 bedrooms for 16 Poipu Kai. Steps to beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 16 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards to Poipu and Shipwreck Beach! Paved walkway from your door to the beaches! Only a...
Penthouse Ocean Views 2bed 2bath 1 pking 5 min Walk to Beach Spacious 1000 sqft
Located in Honolulu, enjoy what this 2-bedroom condo has to offer. With a king bed, a full bed, and a spacious living room with a sofa bed, guests will feel right at home. This marvelous property also features AC, a fitness room, and 2 bathrooms with a hair dryer....
Big Blue Whale - Spacious "Tiny" Home with COLD A/C
Large "tiny" house in the back of the main house now available!A short unpaved walkway along the side of the main house leads you to the back of the yard where this fully remodeled home with your own private entrance awaits. This spacious and clean home-away-from home...
Luxury 1BR Penthouse with Mountain Views – Ko Olina Beach Club
Experience island luxury from above in this 1-Bedroom Mountain View Penthouse Villa at Marriott’s Ko Olina Beach Club. Perfectly positioned on the upper floors, this villa offers sweeping views of Oʻahu’s lush mountains, combining modern comfort with the laid-back...
Lawai Beach Resort
Lawai Beach Resort is a timeshare resort in Kauai, HI. Guests can enjoy being steps from clear blue lagoon waters and the best snorkeling experience.Lawai Beach Resort is a timeshare resort in Kauai, HI. Guests can enjoy being steps from clear blue lagoon waters and the...
Fairways 902: Stunning Golf Views, Lanai, Pool, Spa, AC & Beach Club Access
Welcome to The Fairways at Mauna Lani 902 by Gather, a beautifully updated two-story villa offering comfort, modern upgrades, and peaceful golf course views. Located within the prestigious Mauna Lani Resort along the Kohala Coast, this 3-bedroom, 2.5-bath retreat is the...
Charming studio on the 1st-Floor w/ ocean view, lanai, gas grills, pool, W&D
Kepuhi Beach Resort 1156Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your serene ocean view retreat in Maunaloa, HI! This charming studio condo offers the perfect blend...
Steps Away from Kalapaki Beach! Stunning Oceanfront Room | Outdoor Pool
This listing is for a room within a hotel.✦ Your room is 1000 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know before...
Cozy studio with lanai & water views - shared hot tub, rooftop pool and sauna
Fairway Villa 2411 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in Honolulu, HI! This cozy studio offers ocean and mountain views,...
Kahala Hills Estate by Gather: Luxury Oceanview Villa w/ Pool & Gym
Kahala Hills Estate rises above Honolulu on the ridge of Waialae Iki, offering a private three-story retreat surrounded by palms, sculpted gardens, and wide ocean horizons. The 4,007-square-foot luxury residence sits on an 18,000-plus-square-foot lot, blending bold...
Oahu's premier vacation ownership resort Marriott's Ko Olina Beach Club
Located in Kapolei, this 1-bedroom, 1-bathroom condo lets you experience it all. Fans of nature and the outdoors will love being 8 minutes by foot from Ko Olina Beach Park and 12 minutes from Honu Lagoon. Your feet will make short work of the 6-minute walk to Ko Olina...
Kaanapali Alii Unit 131
Kaanapali Alii 1311 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View__________________________________________________________Welcome to Kaanapali Alii 131, a bright and welcoming one-bedroom garden view condo situated within Maui’s premier beachfront resort. This...
Princeville Kauai Condo Sleeps 3
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Nestled on 22 acres along the beautiful coastline of the North Shore, the resort abounds with tropical foliage and amazing views of the green mountains, waterfalls, tropical sunsets over...
Sugar Beach #306-Ocean view condo located on the beach in N. Kihei, Sleeps 4
This updated one-bedroom, one-bath condo, with central A/C, sleeps up to four people with a king bed in the bedroom and a new queen sofa bed with an upgraded Tempurpedic mattress in the living room. This condo has all of the conveniences of home including a flat-screen...
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!
Come and enjoy this newly updated and professionally designed studio in beautiful Hawaii Kai. This fresh and inviting space is the perfect getaway and launch pad for all of your Hawaii adventures or just to relax and get away from it all.This is a gorgeous, designer...
Beachfront - Parking incl - Oceanview - Waikiki Shore
We can give you a in site parking.***Maxmum is only 2 persons ***COMPACT VEHICLE ONLY (Stall is very small with limited space)Please let us know if you will arrive in the unit after 5pm to 9am. If you would like to check in between the hours of 5pm -9am, we will charge...
Relaxing, Convenient Location In Waikiki!
You'll love waking up to the calming view of the Pacific Ocean in the distance! This beautifully appointed condo is located on the 15th floor of Discovery Bay, offering comfort, convenience, and a perfect home-away-from-home experience in Waikiki. For your convenience,...
NEW KBM Resorts | FREE CAR | Grand Champions | Remodeled 1-Bedroom Villa in the Heart of Wailea! GCH-181
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kauai Beach Villas Resort 1 Bedroom with Pool
Escape to paradise in this beautifully appointed 1-bedroom, 1-bathroom condo at Kauai Beach Villas, ideally located on the tranquil east coast of Kauai in Lihue. Whether you're seeking a romantic escape, a solo retreat, or a peaceful base for island adventures, this...
Napili Point | 3 FREE Rental Cars | KBM Resorts | Water Front | 3 Units, 3 Bedrooms | NAP ML-2579
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
(4183) KPalms 4Br 3Ba Spacious Home with AC and Views
Peaceful. Serene. Relaxing. Your Perfect Kauai Getaway Awaits.Escape to your private oasis on the lush North Shore of Kauai in this spacious 4-bedroom, 3-bath vacation home nestled along the scenic old Makai Woods Golf Course (no longer active) in Princeville. With over...
Garden View Bungalow + Pools, Dining, and Tennis
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Magic Skies Top Flr Ocean View Under the Sea Room
Enjoy the panoramic views from your large top floor ocean facing room with private bathroom, walk-in shower and walk-in closet and kitchenette. The room has sea life themed decor and custom art and woodwork featuring a wall of ocean facing windows and double doors...
Kaanapali Alii 434
Kaanapali Alii 4343 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 434 a beautiful 2-bedroom, ocean-view residence with with a fully enclosed den that comfortably serves as a third bedroom. Perched along...
Top floor 1 bedroom Kihei beachfront gem with AC & partial ocean view
Welcome to Nani Kai Hale 403. Make your Maui memories from this top floor 1 bedroom partial ocean view beachfront condo. Feel right at home with everything from split AC in both the living room & bedroom, sofa sleeper, fully equipped kitchen, some beach gear, & luxury...
Menehune Shores #609 - Top-Floor Oceanview Condo Steps from Beach
Menehune Shores #609Enjoy the laid-back charm of South Maui at Menehune Shores #609, a top-floor Oceanview condo located just steps from the sandy shores of North Kihei. This two-bedroom, two-bathroom vacation rental is perfect for couples, families, or small groups...
Cozy 2-bedroom condo in Center of Waikiki with the pool and spacious lanai
Discover this 2-bedroom gem in Honolulu. This tranquil condo features 1 king bed and 1 full bed, perfect for a small group of guests. With a cozy atmosphere and essential amenities like a hair dryer and AC, this welcoming space is ideal for a superb stay. Experience the...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 3 Bedrooms | ML-2303
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Oceanfront Retreat at the Ilikai! Your island escape await!
*Brand New to our Inventory* Welcome to your beautifully renovated island escape at the iconic Ilikai Hotel, where sweeping views of the lagoon and Pacific Ocean greet you from your private lanai. Enjoy front-row seats to the Friday night fireworks show and take in the...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Ocean Front | 3 Units, 6 Bedrooms | HK ML-1119
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Royal Sea Cliff Kona Studio
Studio + Kitchen- Studio condos located on 3rd and 5th floors- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Private balcony- 1 king bed- 600-650 sqft/55-60 sqm- Maximum 2 persons including children...