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.
★★ Beautiful 5-star ★ Ocean View near beaches, quiet, private pool/spa/AC ★★
Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...
Keauhou Punahele | Private Lanai w/ Grill
Summary:This family friendly condo in Keauhou Punahele offers privacy and comfort. The Kona country club is less than a mile away so don't forget to reserve your tee-time. The Keauhou Bay Beach Park is half a mile away, great for snorkeling! You'll be nearby the Keauhou...
Live in luxury with Panoramic ocean views free Papaya and other fruits in season
Ultra clean 4extra large bedrooms all tile floors one full bathroom with shower tub combo shampoo and conditioner fresh extra large towels and Charmin ultra toilet paper small kitchen full size refrigerator electric stove and microwave new Maytag coin operated washer...
Idyllic Pahoa Paradise: Hike, Swim & Explore!
Discover where black-sand beaches meet lush tropical surroundings at this dreamy Pahoa vacation rental! Boasting 1 bedroom, 1 bathroom, and a secluded-yet-central location, this cabin has everything you need to embrace island living with ease. Adventure to Rainbow...
Valley Isle Resort- Ocean View Penthouse-lots of Whale Watching! 2 bed/2 Bath
Remodeled, very clean, with ocean views from this penthouse (12th floor) condo on the ocean in Kahana. Four guests maximum please. Enjoy ocean views on the lanai off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV with a...
#50, ‘Olu ‘Olu Condo | 1 Bed, 1 Bath
#50, ‘Olu ‘Olu Condo with full kitchenette, marble shower walk-in shower, private lanai, short walk to Punalu’u Black Sand BeachA peaceful Hawaiian retreat, teeming with breathtaking views of the ocean, and a 5-minute stroll from the world-famous Punalu’u Black Sands...
Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502
Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, ceiling fans, WiFi, washer/dryer, DVD, flat screen, work area, wet bar, and lanai off the living area and master. Prep meals in the open kitchen to share...
Budget Friendly Ground Floor Condo Across from Charley Young Beach
Hawaii Tax ID: TA-209-458-7904-01TMK: 390180030013Enjoy this ground floor one bedroom Maui Vista 1114 unit located in the first building of the Maui Vista property. Located right across the street from the very popular Charley Young beach park and only minutes away from...
Stunning Waikiki Beach Retreat - 2 mins from Ocean
Legally permitted rental - TRADEWINDS PLAZA2572 Lemon Rd #305** For your health and safety, we utilize additional Sterilization procedures between reservations.Gorgeous Queen 1 bedroom spacious apartmentAll the appliances / furniture are brand new in this gorgeous...
Waikiki Beach 1-BR Vacation Condo..1/2 Block to Beach!
Welcome to the ideal 1-BR Waikiki Beach Vacation Condo Getaway..centrally located in the heart of Waikiki, and only 1/2 block to the sand! Enjoy full service amenities featuing pool, 24 hour front desk, bell desk, and valet parking. We're just steps to shops,...
Hidden Penthouse 2 bedroom suite Ocean Views!
Vacation Rental in Waikiki, Honolulu, Hawaii!This is a 2 bed/ 1.5 bath Penthouse suite on the 28th Floor Rooftop of 205 Lewers Street.Spacious luxury with panoramic views of Ocean and Waikiki Resort area. With Trump Towers, Sheraton Waikiki, Embassy Suites and...
Garden View Suite | Pono Kai | PK-K303
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.The Garden View Mini Suite is an affordable option that sleeps 4 guests...
Well-Equipped Condo with Free WiFi, Shared Pool and Hot Tub - Walk to the Beach
Kamaole Sands 1-304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Kihei for your Hawaiian dream vacation and stay in this cozy condo a quick walk from the beach. Enjoy a...
Perfect getaway for families, walking distance to Convention Center
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 9th floor with free Wi-Fi, this 2 bedroom, 1 bathroom privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within...
Royal Kuhio 1709 - Studio w/ Ocean City Views in the Heart of Waikiki
HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4Free WIFI + Local call: Wifi (1 Gbps) Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1709, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa...
Oceanfront Serenity at Maʻalaea Banyans Unit 315
Step into your own oceanfront escape at Maʻalaea Banyans 315 — a beautifully maintained 1-bedroom, 1-bathroom vacation rental with stunning, unobstructed views of the Pacific Ocean. Wake up to the sound of gentle waves and enjoy morning coffee or sunset cocktails from...
4th-floor condo with pool, hot tub, tennis - snowbirds welcome
Maui Banyan Q408A & Q408Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fit with a tennis court and partial ocean view, this condo is all set up to be your retreat near the beach....
Last Minute Special One Bed One Bath, free parking, free wifi and full kitchen
**Dates don't match up here? My other property might have your requested dates! VRBO #492665**We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty.Your private, garden view, very...
Renovated Private Kuhio Village 708A Studio - 2 min Walk 2 the Beach!
Kuhio Village 708A Renovated Private Studio - 2 min Walk to the Beach!Enjoy this studio with free WiFi and Cable TV, nicely Upgraded partial kitchen includes a one top burner, microwave, toaster, coffee maker, dishes, and a Refrigerator. Supplies provided are 1 roll of...
Maui Sunset Vacation Rentals A406
A406 fourth floor one bedroom two bath condo, quite location. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei,...
Kksr#182 Direct Oceanfront Townhome, Right on the Water with AC!
Beautiful Direct Oceanfront Remodeled Townhome, truly stunning! Townhome#182 is RIGHT on the water, featuring all one could want in their Vacation Rental. It has two bedrooms & two bathrooms and is configured to accommodate up to 6 guests with a Queen bed in the...
Kamaole Sands Unit 4-211: 2nd floor 1 Br Condo Just a short walk to beach
Enjoy your private piece of paradise in this secluded, but conveniently located unit. This unit is in building four (4) and not directly centered on the property but is still very close to the second exit. The living space in the unit is wide open and welcoming with the...
18th Floor Corner Studio with Awesome Pool in Waikiki.
Comfortable Queen bed Studio apt with gorgeous views, gorgeous pool, WiFi & CableKitchenette/Breakfast nook area. Dining / Work area for two guestsThe Hawaiian Monarch w/ Diamond Head, Ala Wai canal & Waikiki city views on the 18th story comfy corner studio suite You...
Waikiki Free Parking 20th flr ocean/city views
The perfect Waikiki getaway in this beautifully renovated studio condo, crafted for comfort, convenience, and style. Minutes from world famous beaches, shopping, and dining, this upscale studio offers everything you need for a relaxing and memorable stay. The 20th floor...
Comfort & Convenience: Cozy 2-Bedroom Condo with A/C, Pools & Beach Access
WHY YOU'LL LOVE THIS CONDO...The A/C:While the trade-winds are lovely, you'll also love the comfort of having a split (quiet) A/C in the open living/dining/kitchen area.The Floor-plan:The open-design main living area features cozy seating, breakfast bar seating, a smart...
East Kauai w/ocean view lanai, open kitchen, WiFi, ceiling fans, TV, DVD–Kaha Lani 209
Castle at Kaha Lani Resort #209 - Embrace paradise on Kauai’s east shore in this 739sf home away from home. Prep meals in the modern open kitchen to share on the large lanai overlooking the pool and Pacific. Enjoy floor-to-ceiling windows spanning the living area,...
Renovated garden-view condo with screened lanai, 6 pools, & hot tubs
Keauhou Paradise at Mauna Loa Village #10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Big Island of Hawaii welcomes you to “Keauhou Paradise,” conveniently located in the...
Comfy condo steps from the beach with pool, spa & sunset views!
White Sands Village 327 is a comfy condo w/ all of the pleasures from home as well as all the amenities you expect of your favorite vacation spot. Enjoy the pool and spa, walk across the street and take a dip in the ocean, or lounge on the lanai for sunset.The...
Bubbly Bamboo Waikiki Studio | Private Lanai | Pool
Enjoy a private balcony with partial ocean view less than two blocks from Waikiki Beach at this home in the Bamboo Waikiki Hotel. This unit incudes access to the Bamboo’s waterfall pool, spa and sundeck area enclosed in a Japanese-style garden to escape the hustle &...
Maui Kamaole D104: Remodeled ground floor 1 bedroom, 2 bath S. Kihei condo,
Beautifully remodeled one (1) bedroom two (2) bath Garden view Condo. This condo has a king bed in the bedroom and a sofa bed in the living room which allow this unit to accommodate up to four (4) people. There is an open floor plan where the fully equipped kitchen...
Kamaole Beach 1 Condo at Kihei Ali'i Kai
Welcome to your perfect Maui getaway at Kihei Ali'i Kai, where modern luxury meets island charm. This beautiful 1-bedroom condo offers everything you need for a relaxing and unforgettable stay in paradise.Step inside and discover a spacious, light-filled living area,...
Exquisite oceanfront condo with beach access
Welcome to Hale Mahina A104, an exquisite oceanfront retreat nestled on the picturesque shores of Maui. Thoughtfully designed to provide the utmost comfort and relaxation, this one-bedroom, one-bathroom unit can accommodate up to four guests. Upon entering the...
New Listing! Delightful and modern 1bd with A/C
Welcome to Napili Ridge K6 — your peaceful garden-view escape on the beautiful west side of Maui. This cozy and thoughtfully designed 1-bedroom, 1-bathroom condo comfortably accommodates up to 4 guests, making it the perfect retreat for couples, small families, or...
Oceanfront Bliss at Hale Kona Kai 310 - A Cozy 1-Bedroom Retreat in Kailua Kona
Kona Town's historic “OCEAN VIEW MILE WALK”, with 24 Pacific Ocean view restaurants, multiple live entertainment venues, ocean front swimming beaches and charming shops, BEGINS AT YOUR FRONT DOOR.Enjoy ocean views, sounds and sweet fresh air breeze from your bedroom,...
Hapuna Beach Residence C25 at Mauna Kea Resort
This magnificent, oceanfront, newly-constructed island masterpiece offers floor-to-ceiling window walls that create indoor/outdoor living space, a chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and hand-crafted...
Lovely condo with plunge pool - near golf course & beach
Monte Vista 1704Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful fully furnished condo in the heart of Waikiki complete with a full kitchen including refrigerator,...
Large Oceanfront Haven 3 4
Explore the Wonders of OahuExperience the breathtaking marine life right from the white sandy beach in front of your penthouses! Snorkel alongside sea turtles, whales, monk seals, and a vibrant array of tropical fish. Fishing enthusiasts will also find excellent...
Upgraded 2-Level Condo – Kamaole Sands 9404
This oasis is 1,188 square feet and is located in a quiet building, on the top floor with views of the water and mountain from the large lanai which easily seats six. The lanai closet contains beach chairs, umbrellas, mats, boogie boards, and sand toys.This spacious...
Ocean Frontage with Mountain Views
Comfortable 1 bedroom apartment in the Iconic Ilikai Hotel and Luxury Suites. This is an owner unit with access to most of the hotel amenities. Parking in the building is by paid valet only, but there is also self parking available in the marina.The building has 2...
Ocean front full kitchen 1 Bed 1 Bath free parking, free wifi,free resort fees
We proudly present our custom designed, one bedroom condominium located on Kauai's Tropical Coconut Coast, the home of Ancient Hawaiian Royalty.Your private, garden view, very quiet condominium(across from Bett Midler's private Reserve) is located less than 100 yards...
Ocean-view studio with lanai, AC, kitchenette, pool, hot tub, and beach access!
Welcome to Kona Bali Kai #332! Enjoy ocean views from your lanai at this studio. There is a futon, a window air conditioning unit and a kitchenette. You can walk across the street to the beach or enjoy the pool, hot tub, and BBQ amenities.Upon entry, there is the living...
Hawaiian condo w/shared hot tub & pool/free WiFi/balcony - near eateries/beach
Kona Bali Kai #152Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring a private balcony, ceiling fans, a full kitchen, and plenty of elbow room for up to four guests, this...
Oceanfront Cottage on Kepuhi Beach w/ Ocean View, WiFi, Laundry & Shared Pool
Kepuhi Beach Cottage 2BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You can't get much closer to the beach than this two-bedroom, two-bathroom oceanfront cottage at Kepuhi Beach...
Maui Parkshore 209: Spacious 2bd / 2ba condo short walk to the beach
Experience Maui from this 2-bedroom, 2-bath vacation rental that overlooks the pool area and neighboring beach park, named Kamaole Beach 3 . The first thing you notice about this condo is the spectacular woodwork that decorates the walls in the living area and the...
☄Waikiki 1 Bedroom w/Pool A/C & Free Parking
âš•âš•For your health and safetyâš•âš• We utilize additional Sterilization procedures between reservations. Walking/Jogging Path BBQ Trash Chute Storage Recreation Area Patio/Deck Pool on Property Community Laundry Security GuardYour family will be close to everything when you...
Downtown Kailua Kona Inn
This wonderful 3-bedroom gem is in a perfect location, just 10 minutes walk to the historic Kailua-Kona town. Located in a peaceful neighborhood with private parking available on property. We have had each level listed on VRBO for many years, both maintaining 5 stars...
Bright oceanfront condo with hot tub, pool, lanai & views
Kona Bali Kai #316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...
1 Bedroom Garden View Condo - Paki Maui 318
Imagine sitting on your lanai and enjoying the serenity of the mature landscaped garden areas with a large water feature with colorful koi. Just a short distance to the pool, barbeque and cabana. There is a large grassy area with plenty of space to lounge, relax and...
Oceanfront ground-floor condo with scenic patio, updated furniture, W/D, & pool
Sealodge E4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise in our newly updated ground floor unit at Sealodge, located in the stunning town of Princeville on...
Amazing Gem Nestled on Lush & Beachfront Grounds -Wailea Elua 2106
Wailea Elua #2106 – Elevated Island Comfort with Ocean & Village ViewsWelcome to Wailea Elua #2106, a beautifully updated second-floor condo offering tranquil garden surroundings and ocean views in one of Wailea’s most sought-after beachfront communities. With spacious...