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.
Upscale condo with washer/dryer & grill - near surfing, biking & golf
Maui Kamaole K105Our 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...
Oceanfront, Ground-Floor Condo w/ Spectacular Ocean View, WiFi & Shared Pool
Mahina Surf 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A truly spectacular oceanfront setting awaits at this ground-floor condo in Mahina Surf, where swaying palms and the...
Oceanfront condo with amazing balcony views, pool, near beach
Hololani B801Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cool trade winds and breathtaking sunsets await from this oceanfront Kahana condo, which includes access to a shared pool...
Clean one bedroom with Free Parking, WiFi, one block to Waikiki Beach!
Clean one bedroom with AC, Full Kitchen, Free WiFi, one block to Waikiki Beach!This 3- Diamond Hotel Condo unit offers affordable price with Diamond Head and Ocean ViewIYou will enjoy:- Free Parking pass (Only applicable to stays in 2025)- Free WiFi- Fully equipped...
B10: 1 bedroom, 3rd floor, oceanview
This private top floor unit with a beautiful ocean view has recently been completely redesigned by a luxury resort designer. This 2010 complete upgrade will inspire the sense of tranquility and relaxation. The unit has all new appliances and furnishing. Gorgeous new...
RELAX at The Salty Mermaid in Hawaiian paradise.
Vacationing in paradise or working from anywhere? Come stay at the Salty Mermaid for your ultimate relaxing experience! 1. OCEAN view AND golf course view right over the 8th green - VERY rare! Watch the golfers go by during the day, and take in the breathtaking Hawaiian...
Maui Banyan H-214 | Tropical Oasis, Near Beach
Located directly across the road from world-famous Kamaole Beach II, Maui Banyan H-214 is the ideal place for a couple or a small family getaway. The Maui Banyan resort has two beautiful pools with hot tubs, outdoor showers, and large pool decks. There’s also a tennis...
Modern 2 bedrooms apt. - Seashell One
Experience convenient and comfortable living staying at our Seashell Ohana ONE! Our newly built 2 bedroom 2 bath duplex. Located centrally in Hilo. You will be just 3 miles from Hilo airport, Liliuokalani Park and Garden, Carlsmith Beach Park, and many other popular...
Remodeled & private studio with WiFi, balcony, & shared pool/hot tub/gas grills
Kona Islander Inn 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This tropical, island retreat is waiting to welcome you to Kona! With a central location close to shopping,...
Block to Beach! Koko Resorts at the Waikiki Banyan 31st Floor Deluxe Ocean View, Free parking & Wifi
Deluxe High-Level Condo with Beautiful Ocean View, Free parking & Wi-FiAloha and Welcome to Koko Resorts! We are so happy you have chosen to stay with us for your Hawaiian Vacation!The pool and all associated amenities will be closed starting April 7, 2025, for an...
Pool & close to Beaches, Elegant King Bed Studio (Sleeps 4) FREE Parking!
Legally permitted rental - 1850 Ala Moana Blvd #506** For your health and safety, we utilize additional Sterilization procedures between reservations.Elegant large King Bed studio suite that accommodates up to four guests, Privacy curtain separates the living area queen...
Kihei Akahi C-507: Ocean & Haleakala Views from 1BR/1BA Condo in South Maui
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to our condo in popular south Maui at the Kihei Akahi Resort! This beautifully landscaped property, with ocean, island, and volcano views along with a perfect location is a...
Your Perfect Ocean View Retreat in a Desirable Location! -Kamaole Nalu #405:
Kamaole Nalu #405 – Ocean View Comfort with Modern UpgradesKamaole Nalu #405 offers the perfect blend of modern comfort and timeless island beauty. This two-bedroom, two-bathroom condo underwent a complete renovation in the summer of 2015 and continues to shine with...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful 22nd floor vacation rental with partial ocean views from the living room and kitchen! Contemporary design and close to everything! This quiet corner...
Ocean Side Escape-Spectacular View;2-Bdr/1Bth+Van Easy Access to Maui sights
This is your beachside home away from home! Build your book of Maui memories while supporting Maui's economic recovery, owners and their teams! The beach is just a few steps across the street. The ocean view is unencumbered from the lanai displaying spectacular sunsets!...
Remodeled Top Floor with an Ocean View
Welcome to Sealodge — one of Kaua‘i’s most scenic and peaceful escapes on the North Shore. Perched on the edge of a 130-foot bluff in Princeville, this oceanview condo offers stunning panoramic views right from your lanai and is just minutes from Hanalei Bay, Kilauea...
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516âš•For your health and safetyâš• we utilize additional Sterilization procedures between reservations.â¤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price but the...
Charming 1Bedroom - Surfing, Sunset, Yacht, Firework Ocean View!
Ilikai Marina High Floor! Best View! (IM692). This vacation rental will make your trip the best in your lifetime!!The view from the room is super and room rate is also amazing. The rate will be a less than a half of other vacation rental rooms in Ilikai Marina!!You can...
Grand Champions 144 | Tropical Golf Resort w/ Pool
Whether you are looking for a relaxing getaway or seeking adventure of all kinds, Maui is the perfect vacation spot! Grand Champions 144 is a three bedroom, two bathroom condo that sleeps six guests. Enjoy the incredible primary bathroom, the private balcony with...
34th Floor Studio with Free Parking
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa bed, cable TV, beach gear and sports equipment. Walking distance to beautiful white sandy swimming beach, Waikiki, Ala...
Maui Sunset A321 Ocean front unit!
Oceanfront! New renovated kitchen and bathrooms for 2022. Largest view deck in a 2-bedroom condominium at Maui Sunset. Be the envy of your friend back home with photos from the lanai. Condo number is A-321 We provide a starter set of Shampoo, conditioner and body wash...
Piko Nani: Luxurious Oceanview Getaway w/Private Pool & Spa and Serene Lanai
Perched on a picturesque hilltop with sweeping Pacific Ocean views, Piko Nani by Gather offers a serene luxury escape in Kailua Kona. Meaning “Hilltop Beauty,” Piko Nani lives up to its name with 2,740 square feet of elegant indoor living and expansive outdoor space,...
Fairways 33F: Luxe Ko Olina Villa with Serene Lanai & Pool
Experience the relaxed elegance of island living at Fairways at Ko Olina 33F by Gather, a welcoming retreat tucked within Oahu’s exclusive Ko Olina Resort community. This two-story, 1,250-square-foot villa combines the comforts of home with the serenity of a tropical...
Breezy Waikiki Apartment sleeps 6 with Free Parking
This very breezy apartment is perfect for families. There are two separate bedrooms one with a King size bed and the other with a queen bed. Both rooms have desks or dressing table with usb charging ports. The living room has a pull out queen size sofa bed and a twin...
The Best Rate Ever!! Pacific Monarch Partial Ocean View Room!! (PM04)
Feel the Hawaiian breeze from Large window (PM04). One of the most affordable rooms in Pacific Monarch and all over Waikiki. You will be suprised with the high quality of the room with the price!! This classy studio will become a nice castle to recharge for a new day...
Koa Lagoon 506 | Beach, Pool, Sunsets and More!
You’ll wake up to a stunning view of the ocean when you vacation at Koa Lagoon 506. Guests regularly report seeing Humpback Whales, Green Sea Turtles, and Spinner Dolphins cavorting in the Pacific. Start the day with a cup of coffee on this balcony or walk down to the...
KS 942 Spacious Penthouse Studio w Ocean Views Pool AC
Kaanapali Shores 942 Spacious Ocean View Studio at Kaanapali Shores BeachFront Resort w/ Pools 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,...
Enchanting ocean view condo with pool, lanai, full kitchen, & washer/dryer
Kihei Park Shores 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience epic ocean views in a tranquil setting when you visit gorgeous Maui. Witness a view that's always...
Lovely apartment with ocean views - near beach
The Banyan 3804Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy all that Waikiki has to offer! This colorful unit is perfect for small groups with a king bed, sofa bed, and full...
Steps from the Sand! Modern Suite w/Free WiFi, Full Kitchen – Waikīkī Shore 210
Welcome home in Waikīkī! You’ll love apartment-style living with all the modern amenities you’ll need to have an ultra-comfortable and convenient vacation. Beautiful contemporary designs adorn this one-bedroom one-bathroom suite. Enjoy upgraded full-size stainless-steel...
Aloha Condos, Ilikai Marina, Condo 1190, Oceanfront, AC
Updates Scheduled for April 2025 - Lower Rates Before Update Panoramic, 180 degree Ocean, Harbor and Sunset ViewSpacious 1 Bedroom, 1 Bath CondoFully Equipped Gourmet KitchenBeautiful Rattan Upholstered FurnitureVery Comfortable Full King Size BedFoldout Queen Size...
Need some Sunshine and Salt Water Therapy? Stay at Hale Mahina Maui Hawaii **
Just steps away from the beach this ground floor direct ocean front view unit is a great pick for your Hawaiian vacation. This condo features a newly remodeled kitchen and bathroom, tiled throughout. Condo includes full size washer and dryer as well as a large flat...
Sugar Beach Resort 223: Beautiful Ocean Front Views from this 1 Br Condo
Enjoy spectacular Ocean Front views from the private lanai and the living area of this one-bedroom condo. There is a fully equipped kitchen that is perfect for making meals to dine-in or to take with you while on the go. The bedroom has a king bed, allowing this unit to...
Remodeled Oceanfront Suite - Paki Maui 109
Ocean front views in our Paki Maui vacation condo in Honokowai, one floor up from ground level. Our Paki Maui condo is remodeled with tile throughout and is tastefully furnished including new furniture package. Enjoy the Visitor's Channel on cable TV in the living room...
4 Star Oceanfront Resort, 4 Beautiful Pools 2 Jacuzzis, 3 mile stretch of Beach
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Second floor unit with king bed. Lovely resort with amazing pools! Lagoon view from lanai. The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian resort located on 25...
Island Decor Condo w/Ocean View Lanai Dining Bar, Free WiFi–Waikīkī Shore #1306
Updated in 2015, this one-bedroom one-bathroom suite with Pacific Ocean views is the perfect home away from home! You’ll love the Hawaiian décor, including wooden paddle ceiling fans, modern wicker furnishings, and vibrant paintings. The tiled kitchen has a modern...
Recent updates with ocean views and beach access B315
It's a lovely day in Maui! Interior set up for Maui living, tile flooring and ocean views from kitchen/living room. Sit back and relax in condo B-315. Resort property located on the ocean front in sunny Kihei, you can watch it all unfold from your lanai view deck.Large...
Oceanfront Condo with Shared Pool & Hot Tub, New Central A/C installed
Makahuena 4105 Poipu Ocean BreezeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Listen to the waves as you sleep in this partial ocean-view condo located within the Makahuena at...
Mana Kai Maui Resort condo near beaches & waves with pool
Mana Kai Maui Resort 211Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Luxury One Bedroom For Vacation Lovers! Free Parking! & Free WiFi!!
Luxury One Bedroom for Vacation Lovers at 35th floor! Free Parking & WIFI!! 1 block to Waikiki Beach!Perfect location! Only 1 block from the world-famous Waikiki Beach. Easy walk to restaurants, shops, Kapiolani park. Conveniently located near bus lines.This unit is in...
Stunning Ocean Views from Both Bedrooms - Kealia Resort 304 - Beachfront Gem!
KEALIA RESORT, #304Welcome to Kealia Resort #304, a beautifully appointed third-floor oceanfront condo offering stunning views of Ma‘alaea Bay and beyond. With a spacious layout, modern comforts, and direct access to Sugar Beach — Maui’s longest stretch of sand — this...
Peaceful ocean views, close to Maui's top beaches
Noelani 114 is a Studio condo located on the first floor featuring amenities such as panoramic ocean views, a private lanai, and air conditioning. The condo can accommodate up to 2 guests with a queen-size bed. The spacious main living area includes Hawaiian-themed...
⛰Ocean & Diamond Head Views 8th floor with Balcony WAIKIKI GRAND HOTEL®
Legally permitted short term rentalâ›°134 Kapahulu Ave 811â›°âš•For your health and safetyâš• we utilize additional Sterilization procedures between reservations.Gorgeous Balcony Suite with Incredible Views, in a Prime location.My place is close to Waikiki Beach and overlooks...
1 BR w/ Great City Views, 3 mins to Waikiki Beach!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Plantation Hale K10 by Destination Kauai - A/C, Mountain Views, Near Coconut Marketplace
E Komo Mai — Plantation Hale K10 | 1BR Condo in KapaaExperience island living at Plantation Hale K10, a bright and comfortable 1-bedroom, 1-bathroom second-floor condo in the heart of Kapaa, just 15 minutes from Lihue Airport. Relax on your private lanai with mountain...
E2: 1 bedroom, 1st floor, oceanfront
Oceanfront! Spectacular ocean and lighthouse views from each room! Updated -- New travertine tile flooring throughout entire unit. New granite countertops in kitchen and vanity areas. New dining and living room sets. HD flat screen and high end Simmons mattress. Lounge...
Wailea Ekahi 46F Spacious 2 bedroom 2 Bath Condo in Wailea
Wailea Ekahi - Beautiful Garden and Ocean Views from this comforting unit! Nice 2 bedroom, 2 bath condo over looking the top pool area. Take pathways through the open garden that leads to the oceanfront pavilion and long pleasurable strolls on the beach of Keawakapu....
Casa De Emdeko Condo w/ Pool A/C & Ocean Views
Summary:Casa De Emdeko is a great place to stay on the Big Island of Hawaii. This 1 bedroom/1 bathroom home can accommodate up to 3 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Welcome to Casa De Emdeko! Built in 1969, this...
Super Homey & Comfortable Townhouse - Walk to Shops/Dining/Great Beaches
Puamana 21D is a cute and cozy townhome right in the heart of all that Princeville has to offer! Your private, cottage-style retreat has a lofted master suite upstairs, a downstairs bedroom that can function as a remote office or kids' bedroom, a warm and inviting...